Holiday rentals in Evanston

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Top-rated holiday rentals in Evanston

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Guest favourite
The living area features a spacious sectional sofa and a coffee table at its center. A TV is positioned against a light-colored wall, while a dining space can be seen in the background with a small table and chairs. Natural light is welcomed through multiple windows.
Flat in Evanston
4.95 out of 5 average rating, 284 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

Top guest favourite
Flat in Evanston
4.94 out of 5 average rating, 157 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the spacious, sunny 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 4 guests. The vintage kitchen is well supplied inc. Keurig & pods. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 18 min walk for trains to city, 5 min drive to lake. Wifi

Guest favourite
The living area features a sectional sofa adorned with vibrant cushions beside a coffee table. Natural light filters through large windows dressed with horizontal blinds, illuminating a console with a flat-screen TV and decorative accents.
Apartment in Evanston
4.96 out of 5 average rating, 128 reviews

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Sky Terrace and resort-like amenities are just steps from Northwestern University, Loyola, and Kellogg and minutes from Chicago. Harmony of Evanston features granite countertops in the kitchens, 9 ft ceilings, and designer plank flooring. Enjoy luxury amenities such as a fully equipped fitness center, BBQ and picnic area and beautiful landscaping. In the warmer months, Guests can enjoy the Clark Street Beach & Lighthouse

Top guest favourite
A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.
Flat in Evanston
4.97 out of 5 average rating, 537 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Top guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.97 out of 5 average rating, 279 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Top guest favourite
An open floor plan living area features a spacious couch paired with a dark coffee table. A soft area rug complements the hardwood flooring. The dining area is visible, showcasing a table for six. Large windows provide natural light to the inviting space.
Townhouse in Evanston
5 out of 5 average rating, 114 reviews

The NICEST place in Evanston for Families 1500Main

Fully Furnished 2-story, 2 bedroom attached Duplex with a King bed in the Primary bedroom and a pair of Twin beds in the 2nd bedroom. Couch on main floor is also a sofa bed that sleeps two if needed. Main floor is wide open floor plan. This space has been set up specifically for short-term rentals of 1-2 weeks or months and has previously been used by Guests looking for homes in the Evanston area or having construction done. We cater to Families visiting Northwestern University.

Top guest favourite
A bright bedroom features a spacious bed with neutral bedding and two towels neatly placed on top. Framed artwork adorns the walls above the bed, complemented by stylish lamps on each side. Large windows allow natural light to fill the room, enhancing the airy atmosphere.
Flat in Evanston
4.94 out of 5 average rating, 174 reviews

Cozy Neighborhood Escape | Near NU-Chicago-Beaches

This is a beautiful, newly renovated apartment that is cozy and contemporary! This unit is located in Evanston’s arts district, surrounded by local shops, tree lined streets, and is a short distance to restaurants, the lakefront, and Northwestern University. Evanston is a suburb just north of Chicago with easy access to the city either by car or public transit. This apartment sleeps up to 4 people and is a 1 bedroom, 1 bath with a sofa sleeper. Don’t miss out. Book Now!

Top guest favourite
The exterior of a three-unit building features a blend of brick and stone elements, with large windows providing ample natural light. A well-maintained lawn includes shrubs and small trees, complemented by a walkway leading to a blue door beneath a covered entryway.
Flat in Evanston
4.98 out of 5 average rating, 114 reviews

3 BR Evanston Apt near Chicago

3 Miles to Northwestern and 2.5 to Loyola Universities. Enjoy local shopping, entertainment & restaurants in Evanston. Walk, bike or drive to Lake Michigan's beautiful beaches. CTA to Chicago nearby. Two BRs with king beds and a third BR with a full. LR has turntable, records, Netflix, Max, Disney+, Hulu... Enjoy a ping pong table and puzzles. Work space in two bedrooms. Kitchen has a stove, oven, microwave, coffee maker, and toaster. Free off-street parking.

Top guest favourite
The airy living room features a spiral staircase leading to the upper level. A wooden coffee table lies in front of a comfortable sofa. A vibrant vinyl record player sits atop a wooden crate, with bookshelves filled with various titles in the background. Natural light streams through multiple windows.
Guest house in Evanston
4.99 out of 5 average rating, 300 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Guest favourite
A comfortable living room features a blue sectional sofa adorned with soft throws, paired with a wooden coffee table. Natural light enters through large windows, highlighting a stylish armchair and an entertainment unit beneath a mounted TV.
Flat in Evanston
4.9 out of 5 average rating, 118 reviews

New renovation|1BR|Stylish|Modern|Next to the Lake

Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen-sized bed, and a clean bathroom. Explore the nearby beaches, stroll along the lakefront path, and discover the vibrant downtown area with its shops and restaurants. Easy access to public transportation allows you to explore downtown Chicago. Book your stay now for a memorable Evanston getaway!

Top guest favourite
A charming two-story house features a yellow exterior with white trim and a covered porch. Hanging plants adorn the porch, while lush greenery and well-kept landscaping surround the property. A pathway leads to the front steps, framed by stone accents and garden plants.
Flat in Evanston
4.98 out of 5 average rating, 134 reviews

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

Guest favourite
A modern multi-story building is nestled among leafy trees, featuring large windows and a sleek, minimalistic design. A wooden staircase leads to the entrance, while blooming flowers add a touch of color to the landscaped garden in front.
Apartment in Evanston
4.78 out of 5 average rating, 683 reviews

Spacious Evanston Unit - Walk to Northwestern U

Welcome to my contemporary and spacious garden level unit located on a tree filled, serene residential block in Evanston. Walking distance to Northwestern University, retail areas, trains, golf, and the lovely beaches of Lake Michigan! A Walgreens and a local brewery restaurant are just a few steps away. Plentiful free street parking and free EV chargers one block away.

Popular amenities for Evanston holiday rentals

When is the best time to visit Evanston?

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Avg. price$152 SGD$158 SGD$178 SGD$168 SGD$184 SGD$193 SGD$187 SGD$182 SGD$165 SGD$172 SGD$178 SGD$177 SGD
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Frequently Asked Questions

  • What are the best places to stay in Evanston?

    Evanston has a mix of stays near historic districts, tree-lined residential areas, and vibrant neighborhoods close to local cafes and shops. Many guests look for accommodations near cultural attractions or university venues for convenience.

  • What are the best things to do in Evanston with kids?

    Families often enjoy exploring Evanston's parks, playgrounds, and public beaches along Lake Michigan. Many visit interactive spaces at the Ecology Center, and community events frequently provide hands-on activities for all ages.

  • What are some of the best things to do in Evanston?

    Evanston has lakefront beaches, art museums, local markets, and public gardens to explore. Many visitors stroll university campuses, enjoy independent shops, and take in theater performances in historic venues.

  • How is the weather in Evanston?

    Evanston experiences cold winters around 19–37°F (-7–3°C), and warm summers near 66–85°F (19–29°C). Spring and fall have milder temperatures with moderate rain, so packing layered clothing and a rain jacket is often suggested.

  • What are the best places to visit in Evanston?

    Evanston has the Charles Gates Dawes House, the Block Museum of Art, and the lakefront parks as frequently suggested stops. Many enjoy exploring neighborhoods with distinct architecture and vibrant public spaces.

  • What are some hiking trails in Evanston?

    Explore local parks like Lighthouse Beach and the Ladd Arboretum, which have walking paths and nature trails. The lakefront area also invites leisurely strolls through green spaces.

  • What are some family activities we can do in Evanston?

    Families in Evanston often visit science centers, historic museums, and lakeside playgrounds. Paddleboarding, nature walks, and hands-on art workshops are among the activities guests find engaging.

  • What are some of the best day trip ideas from Evanston?

    Many travelers take day trips to explore Chicago’s museums, botanical gardens in nearby towns, or forest preserves just outside Evanston. Waterfront villages around Lake Michigan are also frequently suggested.

  • Are there any pet friendly accommodations available in Evanston?

    Many accommodations in Evanston are pet friendly, especially around residential and lake-adjacent neighborhoods. Parks with open spaces make it easy to spend time outside with your pet.

  • What are some local tips for visiting Evanston?

    Exploring neighborhoods on foot helps uncover local coffee shops, historic buildings, and public art. Weekends bring farmers markets, and the lakeshore is an inviting spot for relaxed afternoons or picnics.

  • What is Evanston known for?

    Evanston is known for its historic architecture, university campus, cultural diversity, and arts scene. The city’s lakefront and vibrant dining options also attract guests throughout the year.

  • What are the best hidden gems to explore in Evanston?

    Visitors often discover tucked-away bookshops, quiet sculpture gardens, and small galleries in Evanston. Neighborhood bakeries, vintage stores, and community theaters can offer a locally rooted experience.

  • What are the best foods to try in Evanston?

    Evanston has diverse food options including locally roasted coffee, inventive vegetarian dishes, and Jewish deli specialties. Global flavors like Korean barbecue and Ethiopian cuisine are also often suggested.

  • What should I bring for a trip to Evanston?

    Pack layered clothing for variable weather, a rain jacket for spring and fall, and comfortable shoes for walking around neighborhoods or parks. Sunscreen and a reusable water bottle are helpful for outdoor activities.

  • What is the nightlife in Evanston like?

    Evanston’s nightlife includes laid-back pubs, small music venues, and late-night eateries near the university and downtown area. Guests often enjoy live performances, poetry readings, and locally brewed drinks.

  • What are the most popular events or festivals in Evanston?

    Evanston is known for summer art fairs, cultural parades, and outdoor concerts, especially around late spring and early fall. Community block parties and food festivals are frequently suggested seasonal highlights.

  • Are there family friendly vacation rentals in Evanston?

    Evanston has family friendly vacation rentals in neighborhoods near parks, schools, and community centers. Many options include extra space and amenities suited to travelers with children.

  • When is the best time to visit Evanston?

    Late spring to early fall is often recommended for Evanston trips, with warmer temperatures and outdoor activities available. Cultural events and seasonal festivals tend to happen during these months.

Quick stats about holiday rentals in Evanston

  • Total holiday rentals

    Explore 400 holiday rentals in Evanston

  • Nightly prices starting at

    Evanston holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 22,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    390 of Evanston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Monthly stays, Gym and BBQ grill across Evanston rentals

  • 4.7 Average rating

    Evanston stays receive an average rating of 4.7 out of 5 from guests

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